Nestled high atop Quaker Hill, this enchanting property offers 8.5 acres of privacy on a serene lane, just two homes away from the 4th hole of the prestigious Quaker Hill Country Club. A mid-century ranch-style home, with its distinct architectural charm and details, awaits a new owner to bring it into its next chapter. Boasting 2,704 square feet on the main floor and an additional 600 square feet below, this home offers a thoughtful layout. Upon entering, you're greeted by a cozy family room on the left, complete with a two-sided fireplace that seamlessly connects to the kitchen and breakfast area. On one side of the home, you will find three bedrooms and a full bath, while the opposite side features a primary bedroom with an ensuite bath. Down the hall you will find the home's formal rooms: a dining room and then a large, dramatic living room with a vaulted ceiling, where walls of windows and sliding glass doors flood the space with natural light. The expansive wraparound deck, accessible through seven sets of sliding glass doors, surrounds these formal rooms, offering seasonal mountain views and the potential for year-round vistas with some clearing. Below, the lower level is home to an enormous, wood-paneled recreation room, complete with two sets of sliding doors leading to the deck and patio area with built-in benches and flower boxes. The lower level also includes a convenient bath with a shower stall, a laundry room, and access to a two-car garage. Outdoors, a whole-house generator, a detached three-car garage and expansive lawns surround the home. This property is perfect for both full-time residents and weekenders, offering a peaceful retreat just minutes away from the charming Village of Pawling, replete with boutique shops, fine dining, fun eateries, seasonal farmers market, a host of outdoor activities and the Pawling Metro North Train Station—providing easy access to NYC in just 90 minutes by car or train. Opportunities like this, in such a tranquil and sought-after location, are rare—don’t miss your chance to own this exceptional property.